Key West, FL vacation rentals

Vacation rentals in Key West, FL

2376 available vacation rental offers

2 1
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Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

2376 Rentals and Airbnb in Key West, FL

Tranquility By Avantstay Close To Duval St W/ Bbq & Shared Pool - Key West, FL
9.6Excellent 81 reviews
Key West, FL
2 1
$792/nighttotal: $4752 (6 )

Tranquility By Avantstay Close To Duval St W/ Bbq & Shared Pool

cottage
Key West
Key West Charming By Avantstay Communal Pool Gated Community Near Fort Zachary Taylor Park Week Long Stays - Key West, FL
9.2Excellent 40 reviews
Key West, FL
4 2
$636/nighttotal: $4452 (7 )

Key West Charming By Avantstay Communal Pool Gated Community Near Fort Zachary Taylor Park Week Long Stays

cottage
Key West
"La Dolce Vita", Old Town! Steps To Duval! Sleeps 2-4, 3 Blocks To South Beach!! - Key West, FL
9.6Excellent 544 reviews
Key West, FL
4 1
$581/nighttotal: $4067 (7 )

"La Dolce Vita", Old Town! Steps To Duval! Sleeps 2-4, 3 Blocks To South Beach!!

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Key West
Dog-friendly Condo In Prime Location - Walk To Dining & Sights, Near The Beach - Key West, FL
8.7Very good 15 reviews
Key West, FL
1 2
$613/nighttotal: $93176 (152 )

Dog-friendly Condo In Prime Location - Walk To Dining & Sights, Near The Beach

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Key West
Dog-friendly Suite With Wifi, Hot Tubs, Patio Space & Kitchenette - Key West, FL
8.8Very good 2128 reviews
Key West, FL
2 1
$674/nighttotal: $4044 (6 )

Dog-friendly Suite With Wifi, Hot Tubs, Patio Space & Kitchenette

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Key West
Duval Breeze By Avantstay | Great Location | Close To Beach & Nightlife! - Key West, FL
9.5Excellent 237 reviews
Key West, FL
2 2
$988/nighttotal: $5928 (6 )

Duval Breeze By Avantstay | Great Location | Close To Beach & Nightlife!

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Key West
Opal Key Resort & Marina, Key West - Key West, FL
8.7Very good 7393 reviews
Key West, FL
3 1
$865/nighttotal: $1730 (2 )

Opal Key Resort & Marina, Key West

resort
Key West
Hyatt Centric Key West Resort And Spa - Key West, FL
8.7Very good 2914 reviews
Key West, FL
3 1
$829/nighttotal: $1658 (2 )

Hyatt Centric Key West Resort And Spa

resort
Key West
Dog-friendly Cottage With Private Hot Tub & Garden - Great Downtown Location - Key West, FL
9.0Excellent 523 reviews
Key West, FL
3 2
$840/nighttotal: $1680 (2 )

Dog-friendly Cottage With Private Hot Tub & Garden - Great Downtown Location

cabin
Key West
Southernmost Beach Resort - Key West, FL
8.2Very good 1972 reviews
Key West, FL
2 1
$475/nighttotal: $1900 (4 )

Southernmost Beach Resort

resort
Key West
Shipyard Treasure By Avantstay Communal Pool Gated Community Great Location Week Long Stays - Key West, FL
9.7Excellent 61 reviews
Key West, FL
4 2
$755/nighttotal: $5285 (7 )

Shipyard Treasure By Avantstay Communal Pool Gated Community Great Location Week Long Stays

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Key West
Breezy Florida Home With Shared Pool, Dog & Snowbird-friendly - Walk To Beach - Key West, FL
9.8Excellent 3 reviews
Key West, FL
2 2
$269/nighttotal: $7801 (29 )

Breezy Florida Home With Shared Pool, Dog & Snowbird-friendly - Walk To Beach

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Key West

Other accommodation types in Key West, FL

Best Key West, FL vacation rentals with a pool

Among the 2376 accommodations in Key West, FL, here are the 8 best rentals with a pool

Helen's Hideaway | Heated Pool & Prime Location! - Key West, FL
8.9Very good 92 reviews
Key West, FL
3 2
$2496/nighttotal: $4992 (2 )

Helen's Hideaway | Heated Pool & Prime Location!

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Key West
Contemporary Dog-friendly Cottage With Easy Beach Access & Shared Pool - Key West, FL
9.4Excellent 979 reviews
Key West, FL
2 1
$525/nighttotal: $3675 (7 )

Contemporary Dog-friendly Cottage With Easy Beach Access & Shared Pool

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Key West
Completely Renovated Condo With Pool, Hot Tub, & Private Patio - Free Parking - Key West, FL
9.0Excellent 352 reviews
Key West, FL
4 2
$863/nighttotal: $2589 (3 )

Completely Renovated Condo With Pool, Hot Tub, & Private Patio - Free Parking

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Key West
Newly Furnished Suite With Pool, Hot Tub, Tennis, Balcony, Parking - Dog Ok - Key West, FL
8.8Very good 329 reviews
Key West, FL
4 2
$622/nighttotal: $1866 (3 )

Newly Furnished Suite With Pool, Hot Tub, Tennis, Balcony, Parking - Dog Ok

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Key West
Oceana Suite - Key West, FL
9.4Excellent 224 reviews
Key West, FL
2 1
$907/nighttotal: $2721 (3 )

Oceana Suite

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Key West
Curry House #7 By Brightwild | King Bed, Balcony - Key West, FL
8.5Very good 612 reviews
Key West, FL
2 1
$320/nighttotal: $2240 (7 )

Curry House #7 By Brightwild | King Bed, Balcony

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Key West
Contemporary Seaside Cottage With A Private Hot Tub & Shared, Heated Pool - Key West, FL
9.0Excellent 1028 reviews
Key West, FL
9 3
$2434/nighttotal: $17038 (7 )

Contemporary Seaside Cottage With A Private Hot Tub & Shared, Heated Pool

apartment
Key West
Old Town - Room Opens To Pool And Garden - Key West, FL
9.9Excellent 514 reviews
Key West, FL
2 1
$485/nighttotal: $3395 (7 )

Old Town - Room Opens To Pool And Garden

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Key West

Best family friendly Key West, FL vacation rentals

Among the 2376 accommodations in Key West, FL, here are the 8 best family friendly rentals

Classic Key West Condo W/ Private Parking, Covered Porches, & Shared Pool - Key West, FL
9.6Excellent 123 reviews
Key West, FL
2 1
$949/nighttotal: $6643 (7 )

Classic Key West Condo W/ Private Parking, Covered Porches, & Shared Pool

apartment
Key West
Tropical Dreaming By Avantstay 4 Blks To Beach! Private Pool! - Key West, FL
9.5Excellent 196 reviews
Key West, FL
4 2
$1592/nighttotal: $4776 (3 )

Tropical Dreaming By Avantstay 4 Blks To Beach! Private Pool!

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Key West
Beachside Resort & Residences - Key West, FL
8.2Very good 1342 reviews
Key West, FL
2 1
$555/nighttotal: $3885 (7 )

Beachside Resort & Residences

resort
Key West
Papaya Place By Avantstay | Great Location W/ Shared Pool & Hot Tub! - Key West, FL
8.9Very good 134 reviews
Key West, FL
4 2
$993/nighttotal: $6951 (7 )

Papaya Place By Avantstay | Great Location W/ Shared Pool & Hot Tub!

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Key West
Dog-friendly Home With Pool & Walk To Parks & Beach - Snowbirds Welcome - Key West, FL
8.2Very good 20 reviews
Key West, FL
2 3
$527/nighttotal: $15283 (29 )

Dog-friendly Home With Pool & Walk To Parks & Beach - Snowbirds Welcome

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Key West
The Bartlum | Luxury Studio In Prime Location! - Key West, FL
9.6Excellent 289 reviews
Key West, FL
4 1
$816/nighttotal: $5712 (7 )

The Bartlum | Luxury Studio In Prime Location!

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Key West
Escape The Snow - Paradise Awaits. A Month In Key West Jan 15th- Feb 18th 22 - Key West, FL
9.8Excellent 3715 reviews
Key West, FL
4 2
$914/nighttotal: $2742 (3 )

Escape The Snow - Paradise Awaits. A Month In Key West Jan 15th- Feb 18th 22

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Key West
Luxury Waterfront At Galion Resort In Old Town - Key West, FL
9.3Excellent 496 reviews
Key West, FL
2 2
$841/nighttotal: $5887 (7 )

Luxury Waterfront At Galion Resort In Old Town

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Key West

Frequently Asked Questions about vacation rentalss in Key West

Destinations nearby

Best pet friendly Key West, FL vacation rentals

Among the 2376 accommodations in Key West, FL, here are the 4 best pet friendly rentals

#205 Key West Suites - Key West, FL
9.6Excellent 239 reviews
Key West, FL
4 1
$885/nighttotal: $1770 (2 )

#205 Key West Suites

apartment
Key West
Old Town Cottage - Key West, FL
8.4Very good 2 reviews
Key West, FL
2 1
$205/nighttotal: $5945 (29 )

Old Town Cottage

apartment
Key West
Our Nautical Home In Key West Is Available For Amazing Prices Summer Of 2023 - Key West, FL
9.0Excellent 628 reviews
Key West, FL
2 2
$870/nighttotal: $3480 (4 )

Our Nautical Home In Key West Is Available For Amazing Prices Summer Of 2023

apartment
Key West
**Sundrenched Reflections @ Sunset Marina** Bayfront Condo + Last Key Services.. - Key West, FL
10Excellent 3 reviews
Key West, FL
2 3
$361/nighttotal: $10469 (29 )

**Sundrenched Reflections @ Sunset Marina** Bayfront Condo + Last Key Services..

apartment
Key West